JP2579255B2 - Angiotensin converting enzyme activity inhibitor from Tochu leaf extract - Google Patents
Angiotensin converting enzyme activity inhibitor from Tochu leaf extractInfo
- Publication number
- JP2579255B2 JP2579255B2 JP3146175A JP14617591A JP2579255B2 JP 2579255 B2 JP2579255 B2 JP 2579255B2 JP 3146175 A JP3146175 A JP 3146175A JP 14617591 A JP14617591 A JP 14617591A JP 2579255 B2 JP2579255 B2 JP 2579255B2
- Authority
- JP
- Japan
- Prior art keywords
- converting enzyme
- angiotensin converting
- extract
- tochu
- enzyme activity
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
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- Medicines Containing Plant Substances (AREA)
Description
【０００１】[0001]
【産業上の利用分野】この発明は、杜仲(Eucommia ulmo
ides）の植物葉から得られ、かつ、アンジオテンシン転
換酵素阻害活性効果を有する杜仲葉由来のエキスに関す
るものである。The present invention relates to Eucommia ulmo
The present invention relates to an extract derived from Tochu leaf, which is obtained from the leaves of ides) and has an angiotensin converting enzyme inhibitory activity.
【０００２】[0002]
【従来技術および解決すべき課題】中国原産の落葉性植
物であるトチュウ科トチュウの樹皮は、生薬として神農
本草経の上品に収載されている。杜仲の薬効として中薬
大辞典、中華人民共和国薬典には「肝腎を補う、筋骨を
強める、胎を安らげる効能があり、腰、背の酸痛、足膝
萎弱（膝の麻痺）、残尿、女性の不正出血、早流産、高
血圧を治す」などと記載されており、薬効成分としてイ
リドイド類化合物やリグナン類化合物が報告されてい
る。2. Description of the Related Art The bark of the eucommia eucommia, a deciduous plant native to China, is listed as a crude drug in the refined herbal sutra of Shinnobu. Tochu's medicinal properties are described in the Chinese Medicine Dictionary and the People's Republic of China's Pharmaceutical Dictionary, which have the effect of supplementing the liver and kidneys, strengthening the muscular bones, and calming the womb. It cures urine, irregular bleeding in women, premature miscarriage, and high blood pressure. "Iridoid compounds and lignan compounds have been reported as medicinal ingredients.
【０００３】現在、生薬として用いられている杜仲は、
ほとんど中国大陸その他で自生ないしは栽培されている
ものであって、樹齢２０年程度の成木を伐採し、その樹
皮を剥離し、得られた皮部分を薬用原料として用いてい
る。[0003] Tonaka, which is currently used as a crude drug,
It is almost native or cultivated in mainland China and elsewhere. It cuts a mature tree about 20 years old, peels off its bark, and uses the obtained bark as a medicinal raw material.
【０００４】しかし、樹木の伐採および樹皮の剥離には
多大な労力を費やし、また樹皮を多量採取すると植物の
生存と生育に悪影響が及ぼす。そのため、薬用有効成分
の取得原料としては、樹木の伐採や樹皮の剥離を行なう
ことなく、簡単な作業で繰り返し採取できる材料が望ま
しい。[0004] However, a great deal of labor is required for cutting down trees and peeling bark, and collecting a large amount of bark adversely affects the survival and growth of plants. Therefore, as a raw material for obtaining a medicinal active ingredient, a material that can be repeatedly collected by a simple operation without cutting down a tree or peeling bark is desirable.
【０００５】本発明者らは、鋭意研究の結果、薬用成分
を調製する過程において杜仲葉抽出エキス中にアンジオ
テンシン転換酵素活性を有する成分が存在するという知
見を得、先に特許出願を行なった（特願平１−２００８
３３号）。この成分の研究をさらに進めた結果、先願と
異なる画分が、アンジオテンシン転換酵素阻害活性を有
することを見い出し、この発明を完成した。The inventors of the present invention have conducted intensive studies and have found that a component having angiotensin converting enzyme activity is present in a Tochu leaf extract in the process of preparing a medicinal component. Japanese Patent Application No. 2008-2008
No. 33). As a result of further research on this component, it was found that a fraction different from that of the prior application had angiotensin converting enzyme inhibitory activity, and thus completed the present invention.
【０００６】すなわち、この発明は、杜仲は落葉性であ
ることを利用し、杜仲の有効成分の取得原料部位とし
て、樹皮より簡単な操作で繰り返し採取できる材料であ
る葉を抽出処理することによって得られ、かつアンジオ
テンシン転換酵素活性阻害効果を有する杜仲葉由来の抽
出エキスを提供することを目的とする。That is, the present invention takes advantage of the fact that Tochu is deciduous, and is obtained by extracting leaves, which are materials that can be repeatedly collected from bark by a simpler operation, as raw material sites for obtaining the active ingredients of Tochu. It is an object of the present invention to provide an extract derived from Tochu leaf which is obtained and has an angiotensin converting enzyme activity inhibitory effect.
【０００７】[0007]
【課題を解決するための手段】この発明による杜仲葉エ
キス由来のアンジオテンシン転換酵素活性阻害剤は、杜
仲の植物葉を抽出処理し、得られた抽出液から調製する
ことを特徴とし、有効性分としてリリオデンドリン、ア
スペルロサイドおよびシリンジンを含むものである。The angiotensin converting enzyme activity inhibitor derived from Tochu leaf extract according to the present invention is characterized in that the leaves of Tochu plant leaves are subjected to extraction treatment and prepared from the resulting extract, and the effectiveness of the extract is determined. Include liriodendrin, asperloside and syringin.
【０００８】ここで、抽出原料としては、大量かつ容易
に繰り返し確保することが出来ることが必要であるので
葉が適当である。杜仲は落葉性植物であり、秋葉の採取
は、樹木に悪影響を与えることなく、かつ、大量の材料
を容易に確保できる点で有利である。ただし、抽出原料
は秋葉に限定されるものではない。原料葉は好ましくは
自然乾燥される。抽出用の溶媒の代表的な例は、水、特
に加熱水である。その他、抽出溶媒としては、メタノー
ル、エタノールなどの低級アルコールや、各種の有機溶
媒などが例示される。これらの有機溶媒は単独でまたは
２以上の組み合わせで使用される。エキスを飲用にする
には水で抽出するのが好ましい。抽出は加熱下に行なわ
れるが、室温でも良い。抽出回数は多いほど良いが、通
常は数回である。[0008] Here, as an extraction raw material, it is necessary to be able to easily and repeatedly secure a large amount of leaves, so that leaves are suitable. Tochu is a deciduous plant, and harvesting autumn leaves is advantageous in that it does not adversely affect the trees and can easily secure a large amount of material. However, the extraction raw material is not limited to Akiba. The raw leaves are preferably air dried. A typical example of a solvent for extraction is water, especially heated water. In addition, examples of the extraction solvent include lower alcohols such as methanol and ethanol, and various organic solvents. These organic solvents are used alone or in combination of two or more. To make the extract drinkable, it is preferable to extract it with water. The extraction is performed under heating, but may be performed at room temperature. The greater the number of extractions, the better, but usually several.
【０００９】抽出液からエキスを調製するには、抽出液
を吸着カラムに通すことによって抽出液中の含有成分を
吸着剤に吸着させ、ついで脱着溶媒を同じカラムに通す
ことによって同成分を脱着させる。吸着剤としては、活
性炭、疎水性イオン交換樹脂、例えば三菱化成社製のダ
イヤイオンＨＰ−２０などが用いられる。また、脱着溶
媒の代表的な例としては水−エタノール系が挙げられ
る。脱着液はついで濃縮され、さらにゲル濾過法などに
より、成分の分画を行なう。さらに必要に応じてシリカ
ゲル等を用いたカラムクロマトグラフィーで精製する。To prepare an extract from the extract, the components contained in the extract are adsorbed to the adsorbent by passing the extract through an adsorption column, and then the components are desorbed by passing a desorption solvent through the same column. . As the adsorbent, activated carbon, a hydrophobic ion exchange resin, for example, Diaion HP-20 manufactured by Mitsubishi Kasei, or the like is used. A typical example of the desorption solvent is a water-ethanol system. The desorbed solution is then concentrated, and the components are fractionated by a gel filtration method or the like. Further, if necessary, purification is performed by column chromatography using silica gel or the like.
【００１０】こうして得られた杜仲葉抽出エキスは、ア
ンジオテンシン転換酵素阻害活性を有する。アンジオテ
ンシン転換酵素阻害活性は血圧降下成分のスクリーニン
グにおいて簡便なアッセイ系として用いられる。この発
明による抽出エキスはまた、血圧降下作用をもつことが
期待される。The extract of Tochu leaves thus obtained has angiotensin converting enzyme inhibitory activity. Angiotensin converting enzyme inhibitory activity is used as a simple assay system in screening for a blood pressure lowering component. The extract according to the present invention is also expected to have a blood pressure lowering effect.
【００１１】[0011]
【発明の効果】この発明によれば、杜仲の有効成分の取
得原料部位として、樹皮より簡単な操作で繰り返し採取
できる材料である葉を抽出処理することによってアンジ
オテンシン転換酵素活性阻害剤が提供せられる。According to the present invention, an angiotensin converting enzyme activity inhibitor can be provided by extracting leaves, which are materials that can be repeatedly collected from bark, by simple operations, as a raw material site for obtaining an active ingredient of Tochu. .
【００１２】[0012]
【実施例】つぎに、この発明をその実施例によって具体
的に説明する。Next, the present invention will be specifically described with reference to examples.
【００１３】a) エキスの製造法 落葉する前に採取した杜仲葉を、水分含量が１０重量％
以下になるまで乾燥させた。この杜仲葉１kgに蒸留水１
０Ｌを加え、杜仲葉を１００℃で３時間加熱下に抽出処
理した。ついで、得られた抽出液を、予め蒸留水で洗浄
した疎水性イオン交換樹脂（三菱化成社製のダイヤイオ
ンＨＰ−２０）を充填したカラム（カラム体積８００m
L）に通した。カラムを蒸留水で洗浄した後、エタノー
ルを３Ｌ流し、吸着成分を脱着させた。この画分を濃縮
し、３０重量％メタノールに溶かした。これをさらに、
３０重量％メタノールを移動相としたＴＯＹＯ ＰＥＡ
ＲＬ製のＨＷ−４０Ｓゲルを用いたカラムクロマトグラ
フィーで３つの画分に分画した。これら３つの画分をそ
れぞれ濃縮し、ポリアミドＣ−２００を充填したカラム
クロマトグラフィーに通して脱色し、さらにシリカゲル
を充填したカラムに付し（移動相クロロホルム：メタノ
ール：水＝７０：３０：５）、精製した。得られたフラ
クションをそれぞれ濃縮し、凍結乾燥した。こうして、
杜仲由来の３つの抽出エキスが得られた（Ｅ−１、Ｅ−
２およびＥ−３）。A) Method for producing the extract Tochu leaves collected before defoliation are mixed with a water content of 10% by weight.
It was dried to the following. 1 kg of this forest leaves 1 kg of distilled water
0 L was added, and Tonaka leaves were extracted under heating at 100 ° C. for 3 hours. Then, the obtained extract was washed with distilled water in advance using a column filled with a hydrophobic ion exchange resin (Diaion HP-20 manufactured by Mitsubishi Kasei Co., Ltd.) (column volume 800 m).
L). After washing the column with distilled water, 3 L of ethanol was flown to desorb the adsorbed components. This fraction was concentrated and dissolved in 30% by weight methanol. In addition,
TOYO PEA using 30% by weight methanol as mobile phase
It was fractionated into three fractions by column chromatography using HW-40S gel manufactured by RL. These three fractions were concentrated, decolorized by column chromatography packed with polyamide C-200, and applied to a column packed with silica gel (mobile phase chloroform: methanol: water = 70: 30: 5). And purified. The obtained fractions were respectively concentrated and freeze-dried. Thus,
Three extracted extracts from Tochu were obtained (E-1, E-
2 and E-3).
【００１４】b) エキスの分析 Ｅ−１、Ｅ−２およびＥ−３をクロロホルム：メタノー
ル：水＝７０：３０：５の展開溶媒を用いてシリカゲル
薄層クロマトグラフィーに付し、それぞれの分析を行な
った。その展開状態を添付した図１に示す。図１中の抽
出エキスＥ−２のＲｆ値は０．６である。B) Analysis of Extracts E-1, E-2 and E-3 were subjected to silica gel thin layer chromatography using a developing solvent of chloroform: methanol: water = 70: 30: 5, and each analysis was performed. Done. The deployed state is shown in FIG. The Rf value of the extracted extract E-2 in FIG. 1 is 0.6.
【００１５】それぞれの主要成分（図１中に矢印で示し
た成分）をＮＭＲを用いて構造解析した結果、Ｅ−１、
Ｅ−２およびＥ−３はそれぞれリリオデンドリン、アス
ペルロサイドおよびシリンジンであることが判った。画
分Ｅ−２に含まれるアスペルロサイドのＮＭＲ分析スペ
クトルを図２に示す。As a result of structural analysis of each main component (component indicated by an arrow in FIG. 1) using NMR, E-1 and
E-2 and E-3 were found to be liliodendrin, asperloside and syringin, respectively. FIG. 2 shows the NMR analysis spectrum of asperloside contained in the fraction E-2.
【００１６】c) アンジオテンシン転換酵素阻害活性 こうして得られた、杜仲葉由来の抽出エキス中の成分に
ついて、アンジオテンシン転換酵素阻害活性を検討し
た。アンジオテンシン転換酵素としてはSigma 社製のも
のを使用し、また反応系には同社のアンジオテンシン転
換酵素臨床キットを用いた。同キットの反応液の組成を
表１に示す。C) Angiotensin-converting enzyme inhibitory activity The components of the extract obtained from Tonaka leaf thus obtained were examined for angiotensin-converting enzyme inhibitory activity. The angiotensin converting enzyme used was from Sigma, and the reaction system used was an angiotensin converting enzyme clinical kit. Table 1 shows the composition of the reaction solution of the kit.
【００１７】[0017]
【表１】 [Table 1]
【００１８】反応は３０℃で１５分間行なった。この反
応系で通常は、ACEreagent 中に含まれる合成基質フリ
ルアクリロイルフェニルアラニルグリシンがACEcalibra
tor中に含まれるウサギのアンジオテンシン転換酵素に
より分解され、３４０nmの吸光度が減少するが、サンプ
ル液中に阻害活性物質が存在すると吸光度の減少度合が
なくなる。The reaction was carried out at 30 ° C. for 15 minutes. In this reaction system, the synthetic substrate furylacryloylphenylalanylglycine contained in ACEreagent is usually replaced with ACEcalibra.
It is degraded by rabbit angiotensin converting enzyme contained in tor, and the absorbance at 340 nm decreases. However, the presence of an inhibitory active substance in the sample solution stops the decrease in absorbance.
【００１９】杜仲葉由来の抽出エキスＥ−１、Ｅ−２お
よびＥ−３を約３mg／mLの濃度で０．１mL反応系に添加
し、アンジオテンシン転換酵素活性の阻害を調べた。そ
の結果を表２に示す。表２から明らかなように、Ｅ−２
はアンジオテンシン転換酵素活性を著しく阻害した。Extracts E-1, E-2 and E-3 from Tochu leaf were added to a reaction system at a concentration of about 3 mg / mL in 0.1 mL, and the inhibition of angiotensin converting enzyme activity was examined. Table 2 shows the results. As is clear from Table 2, E-2
Significantly inhibited angiotensin converting enzyme activity.
【００２０】[0020]
【表２】 [Table 2]
【００２１】アンジオテンシン転換酵素阻害活性は簡便
なアッセイ系として用いられており、Ｅ−２は血圧降下
作用を持つことが期待される。The angiotensin converting enzyme inhibitory activity has been used as a simple assay system, and E-2 is expected to have a blood pressure lowering effect.
【図１】アンジオテンシン転換酵素阻害活性を有する画
分Ｅ−２（Ｒｆ値：０．６）のシリカゲル薄層クロマト
グラフィーの展開状態を示す図である。BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a diagram showing the state of development of a fraction E-2 (Rf value: 0.6) having angiotensin converting enzyme inhibitory activity by silica gel thin-layer chromatography.
【図２】抽出エキスＥ−２に含まれるアスペルロサイド
のＮＭＲ分析スペクトルである。FIG. 2 is an NMR analysis spectrum of asperloside contained in Extract E-2.
Claims (1)
アスペルロサイドおよびシリンジンを含むアンジオテン
シン転換酵素活性阻害剤。1. Liliodendrin derived from Tochu leaf extract,
Angiotensin converting enzyme activity inhibitors including asperloside and syringein.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3146175A JP2579255B2 (en) | 1991-06-18 | 1991-06-18 | Angiotensin converting enzyme activity inhibitor from Tochu leaf extract |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3146175A JP2579255B2 (en) | 1991-06-18 | 1991-06-18 | Angiotensin converting enzyme activity inhibitor from Tochu leaf extract |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04368336A JPH04368336A (en) | 1992-12-21 |
| JP2579255B2 true JP2579255B2 (en) | 1997-02-05 |
Family
ID=15401835
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3146175A Expired - Lifetime JP2579255B2 (en) | 1991-06-18 | 1991-06-18 | Angiotensin converting enzyme activity inhibitor from Tochu leaf extract |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2579255B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103819230A (en) * | 2014-03-05 | 2014-05-28 | 吉首大学 | Novel edible fungi cultivation medium and production method thereof |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100425243C (en) * | 2005-08-19 | 2008-10-15 | 李斌 | Application of woodruff glycoside in preparing medication for treating rheumatoid arthritis |
| JP2007238456A (en) * | 2006-03-03 | 2007-09-20 | Kobayashi Pharmaceut Co Ltd | Fractionated material of water extract of leaf of eucommia ulmoides oliver and antiobestic agent containing the same |
| JP5088846B2 (en) * | 2006-03-03 | 2012-12-05 | 小林製薬株式会社 | A fraction of Tochu Nakaha extract and an anti-obesity agent containing the fraction |
| CN104495840B (en) * | 2014-11-28 | 2016-07-06 | 河南恒瑞源实业有限公司 | A kind of from the Cortex Eucommiae, extract gutta-percha the method for preparing activated carbon |
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1991
- 1991-06-18 JP JP3146175A patent/JP2579255B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103819230A (en) * | 2014-03-05 | 2014-05-28 | 吉首大学 | Novel edible fungi cultivation medium and production method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04368336A (en) | 1992-12-21 |
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